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MLS Number 21807881

• Residential
• Bathroom 9
• Bathrooms Total Decimal 8.5
• Bedrooms 5
• Full Bath 8

461 Main Street is the epitome of luxury waterfront living on Cape Cod. This exquisite estate is situated in the heart of Osterville overlooking East Bay and Nantucket Sound offering stellar views. From the minute you enter the dramatic front door you are impressed by the quality and attention to detail throughout. From the furniture quality windows and doors, custom bronze railings, wenge inlaid oak paneling and custom cherry cabinets you know no expense was spared. All 5 bedrooms are en suite and there is an elevator for easy access. You will enjoy entertaining whether by the infinity pool/spa, in the billiards/game room, in the theater or launching a boat from your private dock. The private office on the third floor offers the best view on Cape Cod! A magical lifestyle!!

Listed by W&W Boston/Cape Cod Connection of Compass Massachusetts,LLC

Listing Sold by Compass Massachusetts,LLC

MLS Number 22103713

• Residential
• Bathroom 6
• Bathrooms Total Decimal 5.5
• Bedrooms 8
• Full Bath 5

North Chatham Estate with Private sandy beach. The Red Tavern (c. 1780), a landmark North Chatham waterfront estate, is now available for purchase for just the 12th time in 240+ years.Since the end of the Revolutionary War, this property has been an enduring sentinel since it was first built overlooking North Chatham's Old Harbor, the town's first and most important port.Meticulously restored and maintained, the five bedroom, three and a half bath Federal style home has successfully melded its many historic elements with the expected amenities of today.The detached horse barn has been restored and converted into a warm and most charming three bedroom, two bath Guest house, ideal for family and friends.With seaside landscaping providing exceptional privacy, the elevated panoramic views of Chatham Harbor, North Beach and the Atlantic Ocean are breathtaking. A raised wooden boardwalk leads to your private sandy beach.Offered basically furnished, this important and historic property awaits the stewardship of the next discerning owner.

Listed by David H Doherty of Kinlin Grover Compass

Listing Sold by William Raveis Real Estate & Home Services

MLS Number 21309742

• Residential
• Bathroom 8
• Bathrooms Total Decimal 7.5
• Bedrooms 5
• Full Bath 7

Spectacular waterfront estate set along a beautiful stretch of unspoiled Cape Cod coastline. The gracious 5 bedroom residence offers over 8000 square feet of living space with panoramic water views from most every room. One of only 5 exclusive gated estates set on a 46 acre compound sharing 1700 feet of sandy beach and a regulation size tennis court. Custom built by highly respected Rogers and Marney and designed by the renowned architectural firm of Sally Weston Associates the magnificent home is unsurpassed in both quality and design. The property is a private oasis featuring meticulously manicured grounds, a heated gunite swimming pool and spa, extensive stonework and park-like lawns and gardens. The double gated estate provides the ultimate in security.

Listed by Rick Shechtman of Kinlin Grover Real Estate

Listing Sold by Kinlin Grover Real Estate

MLS Number 21602722

• Residential
• Parking Spaces 8
• Bathroom 6
• Bathrooms Total Decimal 5
• Bedrooms 5

A lustrous gem in a world-class setting! Secluded 4.4-acre waterfront estate on peninsula overlooking Pleasant Bay--one of the jewels of the Eastern Seaboard. Luminous new 8,500 sf residence offers magnificent views of a bay studded with islands, cut by winding rivers, and bordered by the Outer Beach and Atlantic Ocean. Set atop an elevated bluff surrounded by 900' of private sandy beach, the residence offers sophisticated, striking design; generous yet comfortable living spaces; beautiful architectural detailing; richly variegated water views; & flawless craftsmanship. Waterside Gunite pool, spa & outdoor kitchen, accented by granite terraces & gardens, are havens for entertaining and relaxing. Boathouse and moorings offer deep water access to world-class beaches, boating & fishing on the Atlantic. Cape Cod's 5-star resort is a 5-minute boat ride away; Chatham and Orleans fine dining & shopping destinations just 7 minutes by car. Utter brilliance in an exquisite setting.

Listed by Robert B Kinlin of Robert Paul Properties,Inc.

Listing Sold by Classified Realty Group, LLC

MLS Number 22102107

• Residential
• Bathroom 7
• Bathrooms Total Decimal 6.5
• Bedrooms 6
• Full Bath 6

''And so with the sunshine and the great bursts of leaves growing on the trees, just as things grow in fast movies, I had that familiar conviction that life was beginning over again with the summer.'' F. Scott Fitzgerald, The Great Gatsby And so it is at 60 Harbor Road, it could not be better said. Presiding over Wychmere Harbor with idyllic south-west exposure, life does begin again each summer as you renew, recharge and recreate at this magnificent sea side estate. Gatsby would be at home here, but then so will you with faded jeans, a favorite shirt and a soul at peace with the tranquility and jaw-dropping beauty that abounds. If you can imagine it, it is here at 60 Harbor Road. Just over 9,000 square feet of comfortable living space; every inch lovingly maintained so you can move in and enjoy. There is room for the largest of gatherings and small intimate corners for quiet conversation. A pool with sun-lit cabana, boat house, deep water dock and soothing harbor and ocean views add to a picture that has to be experienced not explained. ''All I kept thinking about, over and over, was 'You can't live forever; you can't live forever.'' F. Scott Fitzgerald, The Great Gatsby. Please verify all information contained herein.

Listed by John B Cotton,Jr of Sotheby's International Realty

Listing Sold by Gibson Sotheby's International Realty

MLS Number 22404550

• Residential
• Parking Spaces 20
• Bathroom 5
• Bathrooms Total Decimal 4
• Bedrooms 5

Welcome to Mill Farm, a spectacular sprawling 16 acre iconic waterfront estate set along a beautiful stretch of unspoiled Cape Cod coastline. Unsurpassed in quality and detail, and encompassing over 7500 square feet of luxury living space, this artfully crafted home exemplifies a combination of outstanding design, the finest materials and superior finish work. The builder's vision and inspiration created a magnificent custom-built 5 bedroom home with a 300 foot pier/dock, 1600 square foot caretakers cottage, a replica three level, 6 stall, 18th century thatched roof barn, and park-like lawns and gardens to produce an incredible setting commanding panoramic views of the countryside, Mill Creek, Sandy Neck and Cape Cod Bay. Located in a quiet, historic village where time seems to stand still, yet as much a year-round home as a summer retreat! The 15 room residence is a rare find with its blend of modern amenities and timeless Cape Cod charm. Captivating the very best characteristics of life on Cape Cod, this private oasis complete with its kidney shaped gunite swimming pool offers the perfect spot to spend endless summers and awaits your private v A once in a lifetime opportunity to own a piece of paradise!

Listed by Rick Shechtman of Kinlin Grover Compass

Listing Sold by Kinlin Grover Compass

MLS Number 21509047

• Residential
• Bathroom 2
• Bathrooms Total Decimal 1.5
• Bedrooms 1
• Full Bath 1

Spectacular is the only word for this Oyster Harbors property set on the most desirable Seapuit River Road with panoramic views of Seapuit River, Deadneck Island (Audubon controlled) and the vast waters of Nantucket Sound. One of the largest protected deep water docks in the area capable of handling multiple boats and south-facing beach. New construction with open floor plan, great room, chef's kitchen, laundry and master suite with balcony. Dramatic water feature flowing into infinity-edge pool. Expansive deck area with covered porch and fully-equipped outdoor kitchen. This property is almost 2 acres - ideal for future expansion. Oyster Harbors is a gated community with 24 hr. security.

Listed by Oyster Real Estate

Listing Sold by Oyster Real Estate

MLS Number 22503764

• Residential
• Bathroom 5
• Bathrooms Total Decimal 4.5
• Bedrooms 4
• Full Bath 4

Steps from the iconic Chatham Bars Inn, this extraordinary coastal residence has been reenvisioned to offer the perfect blend of timeless seaside character and modern sophistication. The result of a visionary collaboration between Turntide Development and Schneeberger Collective, this luxurious home has undergone a full-scale transformation under the direction of architect Leslie Schneeberger. Every detail--from the coastal palette to the expertly executed millwork--has been curated to elevate both form and function. Spanning over 4,000 square feet of finished living space, the home is designed for effortless entertaining and relaxed everyday living. The main level offers an open-concept layout with a chef's kitchen, oversized island, breakfast nook, great room with both a dining and family gathering area with french doors to the expansive picturesque front porch on one side and a private bluestone patio in the back - a perfect site for a pool. There is also an elegant living room with fireplace . Custom coffered ceilings, a two-story paneled foyer, and intricate trimwork enhance the home's character and charm. Upstairs, the vaulted-ceiling primary suite features a spa-inspired bath and a private oceanview deck. A guest suite offers water views and a luxurious ensuite bath, while two additional bedrooms that can serve as a private "family suite" offer laundry and a shared a full bath. The finished lower level includes a media/family room, custom wine cellar, and additional laundry spaceideal for entertaining or accommodating guests. All-new plumbing, electrical, HVAC, and home systems ensure turnkey comfort. Whether you're seeking a year-round residence or a luxurious summer escape, 169 Shore Road offers a rare opportunity to experience refined coastal living in the heart of Chatham.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

Listing Sold by Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22401476

• Residential
• Parking Spaces 4
• Bathroom 5
• Bathrooms Total Decimal 4
• Bedrooms 4

Envision your forever estate on the private, gated island of Oyster Harbors. This elevated 1.31-acre parcel offers the perfect canvas for your dream home. An iconic Royal Barry Wills 3,877 square foot home is currently sited, but expansion or a new home, pool, and guest house are all within reach. Facing the southwesterly trade winds, and the setting sun, this location affords more than 180-degree views in nearly every corner of this estate. The private deep-water dock with ample space for almost any vessel allows you to enjoy the convenience of reaching Edgartown for breakfast in under 20 minutes. Step out of your own Mediterranean style 'beach club' and watch your ship come in, embracing the ultimate waterfront lifestyle.

Listed by Zenas Crocker of LandVest,Inc.

Listing Sold by Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 21807495

• Residential
• Bathroom 4
• Bathrooms Total Decimal 3.5
• Bedrooms 4
• Full Bath 3

Taking its name from the Italian expression for blissful relaxation, Far Niente is a rare Cape Cod retreat offering unparalleled views. Designed by lauded architect Royal Barry Wills, the four-bedroom home was is filled with classical New England charmfrom wainscoting and crown molding to hardwood floors and eye-catching archwaysand offers a light-filled living room with a fireplace and built-in bookshelves; a formal dining room; a modern kitchen with high-caliber appliances, an island, generous cabinets, and an adjoining den; a wraparound veranda; and a generous brick patio. The master bedroom includes a private deck. A family room with a full bath is tucked above the two-car garage. The 1.06-acre property includes 300 feet of frontage on Cape Cod, a serene beach, and a deepwater dock. Taking its name from the Italian colloquial expression for blissful relaxation, the estate known as Far Niente is a rare retreat on the water in Cape Cod, offering views unparalleled elsewhere on that rarified peninsula. Epitomizing the elegance and charm of New England, the four-bedroom home was designed by American architectural firm of Royal Barry Wills, lauded for their mastery of the Cape CodaEUR“style home. Lovingly maintained, it boasts superior-quality construction, a pitched gabled roofline with timeless shingles, two stately chimneys, whimsical oval windows, and other hallmarks and embellishments of the region's quintessential style. The 5,900-square-foot residence is filled with classical features, from wainscoting and crown molding to warmly hued hardwood floors and a delightful stairway with spindle balusters, newel posts, and finials. Nearly every major room is introduced by an eye-catching archway, and while ceilings soar to airy heights, the ambience is warm, comfortable, and inviting. The light-filled living room features a fireplace, built-in bookshelves, and a sitting nook in a windowed bay; in an ideal configuration for elegant entertaining, the formal dining room adjoins. The home offers additional space for living, entertaining, and relaxing on an enchanting covered wraparound porch and a generous brick patio. The kitchen includes high-caliber appliances, an island, generous cabinets, and an adjoining family room. On the upper level, three bedrooms feature sitting areas, and the master bedroom includes a private rooftop deck designed for appreciation of the enviable views. A family room with a full bath is tucked above the two-car garage. The location, on desirable Sea View Avenue, is both quiet and coveted. The 1.06-acre property encompasses 300 feet of frontage on Cape Cod along with a serene sandy beach and a deepwater dockaEUR”the ideal setting for appreciating sunsets and watching majestic seagoing vessels sail by.

Listed by John A Largay,Jr of Sotheby's International Realty

Listing Sold by Sotheby's International Realty

MLS Number 21300837

• Residential
• Bathroom 8
• Bathrooms Total Decimal 7
• Bedrooms 5
• Full Bath 6

This stunning waterfront estate brings luxury to life! Located in the prestigious community of Oyster Harbors, this property incorporates the finest elements of seaside living within the 1.97 acres overlooking Cotuit Bay. With great attention to detail, the residence was custom built with the finest materials and craftsmanship. The spacious foyer leads your eye to the water and the home welcomes you into the multiple living areas, all with water views. Perfect for entertaining, the chef's kitchen is open to the warm and inviting family room with fireplace and informal dining. A stunning master with private balcony and 4 more ensuite bedrooms are found on the 2nd level. Complete with a guest house, tennis court, pool, sandy beach and private dock this extraordinary waterfront estate is ready to be enjoyed for years to come.

Listed by Robert B Kinlin of Robert Paul Properties,Inc.

Listing Sold by Robert Paul Properties, Inc.

MLS Number 21607516

• Land
• Modification Date 09/25/2024
• Address 79 Pirates Cove
• Waterfront

Exquisite building site with desirable southwest exposure and large deepwater dock capable of holding multiple boats. Located in Oyster Harbors, Osterville on Pirates Cove, where the Seapuit River meets Cotuit Bay. Breathtaking sunsets and panoramic views of Nantucket Sound, Deadneck and Sampson's Island. Present residence to be torn down at seller's expense. New lot is permitted.

Listed by Oyster Real Estate

Listing Sold by Robert Paul Properties,Inc.